ETHYLENEDIAMINE

Ethylenediamine (abbreviated as en when a ligand) is the organic compound with the formula C2H4(NH2)2. 
This colorless liquid with an ammonia-like odor is a basic amine. 
Ethylenediamine is a widely used building block in chemical synthesis, with approximately 500,000 tonnes produced in 1998.
Ethylenediamine is the first member of the so-called polyethylene amines.

CAS No.107-15-3
Chemical Name:Ethylenediamine
CBNumber:CB2127811
Molecular Formula:C2H8N2
Formula Weight:60.1
ChemSpider: 13835550
ECHA InfoCard: 100.003.154
EC Number: 203-468-6

Synonyms: EthylenediaMine purified by redistillation, >=99.5%,Ethylendiaminum,
EthylenediaMine, 99+%, AcroSeal,ETHYLENEDIAMINE FOR SYNTHESIS,EDA EthylenediaMine a, amerstat274 ,beta-Aminoethylamine ,caswellno437

Description
Ethylenediamine (1,2-diaminoethane, often abbreviated as en) is an organic chemical compound belonging to the aliphatic amine class. 
Ethylenediamine is a colorless, strongly alkaline liquid with a pungent, ammonia-like odor that fumes in air upon absorbing moisture.
Ethylenediamine is a crucial industrial precursor used in the synthesis of chelating agents, polymers, pharmaceuticals, agricultural chemicals, and surfactants.

Properties
Melting point: 8.5 °C (lit.)
Boiling point: 118 °C (lit.)
Density: 0.899 g/mL at 25 °C (lit.)
Vapor density: 2.07 (vs air)
Vapor pressure: 10 mm Hg (20 °C)
Refractive index: n20/D 1.4565 (lit.)
Flash point: 93 °F
Storage temp.: Flammables area
Solubility: ethanol: soluble (lit.)
pKa: 10.712 (at 0℃)
Form: Liquid, Fuming In Air
Specific Gravity: 0.899
Color: colorless to pale yellow
pH: 12.2 (100g/l, H2O, 20℃)
Odor: Strong ammoniacal odor; ammonia-like mild and ammoniacal odor.
Explosive limit: 2-17%(V)
Water Solubility: miscible
Specific Heat Capacity: Cp (liquid): 2.87 J/(g·K), at 25℃
Sensitive: Air Sensitive
Merck: 14,3795
InChI: 1S/C2H8N2/c3-1-2-4/h1-4H2
InChIKey: PIICEJLVQHRZGT-UHFFFAOYSA-N

Applications
Ethylenediamine is used in large quantities for production of many industrial chemicals. 
Ethylenediamine forms derivatives with carboxylic acids (including fatty acids), nitriles, alcohols (at elevated temperatures), alkylating agents, carbon disulfide, and aldehydes and ketones. 
Because of its bifunctional nature, having two amino groups, Ethylenediamine readily forms heterocycles such as imidazolidines.

Pharmaceutical ingredient
Ethylenediamine is an ingredient in the common bronchodilator drug aminophylline, where Ethylenediamine serves to solubilize the active ingredient theophylline. 
Ethylenediamine has also been used in dermatologic preparations, but has been removed from some because of causing contact dermatitis.
When used as a pharmaceutical excipient, after oral administration its bioavailability is about 0.34, due to a substantial first-pass effect. 
Less than 20% is eliminated by renal excretion.

Ethylenediamine-derived antihistamines are the oldest of the five classes of first-generation antihistamines, beginning with piperoxan aka benodain, discovered in 1933 at the Pasteur Institute in France, and also including mepyramine, tripelennamine, and antazoline. 
The other classes are derivatives of ethanolamine, alkylamine, piperazine, and others (primarily tricyclic and tetracyclic compounds related to phenothiazines, tricyclic antidepressants, as well as the cyproheptadine-phenindamine family)

Role in polymers
Ethylenediamine, because Ethylenediamine contains two amine groups, is a widely used precursor to various polymers. 
Condensates derived from formaldehyde are plasticizers. 
Ethylenediamine is widely used in the production of polyurethane fibers. 
The PAMAM class of dendrimers are derived from ethylenediamine.

Tetraacetylethylenediamine
The bleaching activator tetraacetylethylenediamine is generated from ethylenediamine. 
The derivative N,N-ethylenebis(stearamide) (EBS) is a commercially significant mold-release agent and a surfactant in gasoline and motor oil.

Safety
Ethylenediamine, like ammonia and other low-molecular weight amines, is a skin and respiratory irritant. 
Unless tightly contained, liquid ethylenediamine will release toxic and irritating vapors into its surroundings, especially on heating. 
The vapors absorb moisture from humid air to form a characteristic white mist, which is extremely irritating to skin, eyes, lungs and mucous membranes.

Handling, Hazards & Storage
Flammability: Flammable liquid and vapor. Keep away from heat, sparks, open flames, and hot surfaces.
Corrosivity & Toxicity: Highly corrosive to skin, eyes, and mucous membranes. 
Inhalation or skin absorption can cause severe irritation, respiratory sensitization, and chemical burns.
Sensitivity: Air and moisture-sensitive; readily absorbs carbon dioxide from air to form carbamate salts.
Incompatibilities: Incompatible with strong oxidizing agents, strong acids, halogens, copper, and copper alloys (causes corrosion). 
Store in dedicated flammables storage areas under nitrogen blanket or sealed containers.